(2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane

Base Information

Chemical Name:(2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane
CAS No.:591770-10-4
Molecular Formula:C₂₆H₅₀O₄Si₂
Molecular Weight:482.852
Hs Code.:

Synonyms:(2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane

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Chemical Property of (2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane

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Technology Process of (2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane

There total 5 articles about (2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 591770-09-1
(2R,3S)-1-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentan-3-ol

: 591770-10-4
(2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1002/ejoc.200210695

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 591770-10-4
(2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / di-n-butylboron triflate; Huenig's base / CH₂Cl₂

2: 76 percent / NaBH₄ / tetrahydrofuran; H₂O

3: 95 percent / DMAP / CH₂Cl₂ / 20 °C

4: 70 percent / triphenylphosphane; diisopropyl azodicarboxylate / tetrahydrofuran / 20 °C

5: 94 percent / NaOH / methanol / 2 h / 20 °C

6: 87 percent / dimethylformamide / 20 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; di-isopropyl azodicarboxylate; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200210695

Reference yield:

: 143521-64-6
(2R,3R)-5-[(4-methoxybenzyl)oxy]-2-methylpentane-1,3-diol

: 591770-10-4
(2R,3S)-1,3-bis-{[(tert-butyl)dimethylsilyl]oxy}-5-[(4-methoxybenzyl)oxy]-2-methylpentane

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DMAP / CH₂Cl₂ / 20 °C

2: 70 percent / triphenylphosphane; diisopropyl azodicarboxylate / tetrahydrofuran / 20 °C

3: 94 percent / NaOH / methanol / 2 h / 20 °C

4: 87 percent / dimethylformamide / 20 °C

With dmap; sodium hydroxide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200210695